Through the Finish Line: Multi-Generational Wealth Planning

Through the Finish Line: Multi-Generational Wealth Planning

June 17, 2025

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We work with a lot of families who care deeply about what their wealth means, not just what it does. Over time, many of them come to see their financial planning in a different light. It’s not just about retirement or financial independence anymore. It’s about preparing for what comes after they’re gone, and making sure the next generation—and maybe even the generation after that—is ready.

When the timeline gets longer, the planning changes. Today, we’re looking at how multi-generational planning changes:

  • Investing Strategy

  • Tax Planning

  • Estate Planning

  • Family Communication

Investing for More Than One Lifetime

When you're planning just for retirement, the focus is often on income and downside protection. But once you're thinking about kids and grandkids, your investment approach starts to shift.

We see families:

  • Holding more equities for long-term growth.

  • Taking on illiquid investments—things like private real estate or private equity—that may take years to mature.

  • Measuring success differently. It's no longer about how the portfolio performs in a single year, but how it holds up over decades.

That doesn’t mean throwing caution to the wind. It just means aligning the portfolio with a much longer runway.

Tax Planning Gets a Lot More Strategic

When planning over multiple generations, the tax strategy has to stretch, too. We call this your Lifetime Tax Liability (LTL). That often means doing things that feel counterintuitive at first—like paying more tax today in order to save significantly down the road.

We’ve helped clients:

  • Convert pre-tax accounts into Roth IRAs during lower-income years so their kids won’t be stuck with a bigger tax bill later.

  • Use trusts to move appreciating assets out of their estate while retaining control over how and when the next generation accesses them.

  • Map out long-term gifting strategies that take advantage of lifetime exemptions and annual exclusions well in advance.

When we’re planning for multiple lifetimes of use, we want to be building flexibility and protecting what’s been built for the long haul.

Charitable Giving with Structure and Intent

We work with many families who want to give. Not just because it’s tax-efficient—but because it reflects what matters to them. That often looks like:

  • Setting up donor-advised funds so kids can participate in giving decisions while the family locks in tax benefits.

  • Creating private foundations when the goal is more structured, hands-on philanthropy.

  • Using charitable trusts to create income streams for heirs while also supporting causes that are close to the family's heart.

These structures turn giving into something that lasts and can even serve as a tool for teaching values across generations.

Estate Planning Becomes Ongoing, Not One-and-Done

When your kids are little, your estate plan is about making sure someone trustworthy can step in and care for them. Later, when your kids are adults, the question becomes—are they ready to handle the responsibility of wealth?

Even if the answer is no (or hopefully–not yet), that doesn’t mean you wait. It means you plan differently.

  • Trustees or advisors might manage assets until your heirs grow into the role.

  • Your plan might include flexible provisions or stages, rather than a lump-sum inheritance.

  • You may even start including the kids in meetings now, so they learn gradually and ask better questions over time.

Estate planning is a process, not a document. And it changes as the people in the plan evolve.

More Conversations, Less Assumption

This is probably the biggest shift we see. Clients who are serious about legacy take the time to talk. Not just about distributions or trust language, but about vision. They’re having deeper conversations with their spouse, their advisors, and eventually, their kids. They’re checking in more often, refining their thinking, and asking hard questions about whether the next generation is ready—and if not, what needs to happen.

Sometimes, the planning slows down. That’s not a sign of indecision—it’s a sign that they’re thinking more clearly, more intentionally.

Looking Further Ahead

Retirement’s still part of the picture. It always will be. But for a growing number of families, it’s not the only chapter worth planning for.

As the scope expands, so do the tools and the thinking. The more we talk, the clearer the goals become—not just how to manage money, but how to manage responsibility. Let’s Envizion More for those who will carry our legacy and wealth forward in the world.